This is fantastic but I am shocked and scandalized by the lack of his incomparable performance as the Archangel Gabriel.

“I’m an angel. I kill firstborns while their mamas watch. I turn cities into salt. I even, when I feel like it, rip the souls from little girls, and from now till kingdom come, the only thing you can count on in your existence is never understanding why.”

Ironically that’s exactly why I asked. Because I started to slide towards Walken as being LE and then thought about Leary’s character.. and then started to wonder about a Leary alignment chart (but you’d need Chaotic Horny for Tommy Gavin on Rescue Me).

The Headless Horseman is true neutral, because he obeys whoever has his head. (Though he definitely seems to want to do evil stuff if given the slightest opportunity. And it’s hard to imagine a good guy making use of him. So I would have bought Lawful Evil.)

The Headless Horseman was definitely some kind of evil before he died, when he was a brutal and feared mercenary and filed his teeth to points to be even more feared. I guess you could make the argument that he’s TN after death because he just serves whoever has his head, but (a) “serving” means “terrorizing and killing their enemies”, and that fits Lawful Evil at least as well, and (b) it just plain seems weird to suggest that someone could move up the alignment chart by becoming undead.